Television’s top-rated comedy is growing up! Charlie Sheen stars as a veteran bachelor who may finally be reined in by his new live-in fiancée. But with his brother, Alan, and Alan's son, Jake, Charlie’s Malibu mansion might be getting too crowded!
On the seventh season premiere, Charlie (series star CHARLIE SHEEN) must decide between his fiancée, Chelsea (recurring guest star JENNIFER TAYLOR), and his old flame, Mia (recurring guest star EMMANUELLE VAUGIER). Rock superstar EDDIE VAN HALEN makes a cameo appearance as himself.
When Charlie’s fiancée, Chelsea, convinces him to let Melissa (recurring guest star KELLY STABLES), Alan’s girlfriend, move in, the girls take over the house.
Alan (series star JON CRYER) plays nursemaid to Judith’s baby and her tipsy mother, Lenore (recurring guest star ANNIE POTTS). Meanwhile, Jake (series star ANGUS T. JONES) blackmails Charlie with an incriminating photo.
Alan takes a job working for Evelyn (series star HOLLAND TAYLOR), and Charlie is forced to mend Chelsea and Jake's rocky relationship.
Jake refuses to stay with Charlie and Alan after they embarrass him in public.
Alan recommends that Chelsea get breast reduction surgery and Charlie kicks him out.
Charlie and Alan wake up together in bed with a strange woman.
Chelsea invites her beautiful college roommate (guest star TRICIA HELFER – Battlestar Galactica) to stay at the house while she gets over a bad breakup.
Charlie is crushed when he discovers he hasn't been satisfying Chelsea and Alan attempts to cure his thinning hair on the cheap.
Charlie discovers that Chelsea hasn’t been completely honest about her finances.
Charlie coaches Jake on the art of infidelity while his girlfriend is away for Christmas. Legendary Television Producer/Writer/Actor CARL REINER guest stars as “Marty Pepper,” a famous TV producer whom Evelyn invites to Charlie’s for Christmas dinner.
Jake writes love songs to woo his ex-girlfriend, and Herb and Alan hide their secret friendship from Judith's watchful eye.
Charlie endures a colonoscopy to get out of a trip to see Chelsea's bigoted parents (guest stars STACY KEACH and MEAGEN FAY), only to return home and find them in his living room.
Alan ends up in jail after a bar fight, and Charlie worries that Chelsea might be interested in the lawyer who takes the case (STEVEN ECKHOLDT).
Charlie’s jealousy threatens his relationship with Chelsea.
Charlie runs off to Vegas and returns with a new wife…but she’s not Chelsea! STACY KEACH returns as Chelsea’s father and JOHN AMOS guest stars as his boyfriend.
Charlie and Chelsea have a post-breakup one-night stand. STACY KEACH returns as Chelsea’s father and JOHN AMOS guest stars as his boyfriend.
Charlie has a return engagement with Chelsea's best friend, while Alan has an unexpected effect on a new female patient. TRICIA HELFER returns as Chelsea’s best friend and FRANCES FISHER guest stars as Alan’s patient.
Jake's new friend, Eldridge (guest star GRAHAM PATRICK MARTIN), is a bad influence but Alan really likes his hot mom, Lyndsay (guest star COURTNEY THORNE-SMITH).
Alan tries for an intimate night at a hotel with his new girlfriend (COURTNEY THORNE-SMITH), while Charlie takes a different approach to obtain the "girlfriend experience.
Alan and Jake go on a road trip while Charlie is visited by the ghosts of girlfriends past – including guest stars KATHERINE LANASA, MING NA, EMMANUELLE VAUGIER, RACHEL CANNON, AJA EVANS, MAGDALENA HOLLAND, REBECCA MCFARLAND, KATY MIXON, JODI LYN O'KEEFE, MISSI PYLE AND RENA SOFER. ZZ TOP also makes a special appearance as themselves, while MARTIN MULL returns as Charlie’s pharmacist Russell.
After Charlie’s license is suspended, Jake becomes Charlie’s driver. And much to Charlie’s chagrin, Alan makes plans to attend Chelsea’s birthday party on the seventh season finale. STACY KEACH and JOHN AMOS return as Chelsea’s father and his boyfriend.